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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245165Generated: November 1, 2026

Ethyl Acetate → Methyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-phenylbenzoate

https://huagongshe.com/reaction/1245165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantLithium ChlorideHCID 433294—
ReactantMethyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-(trifluoromethanesulfonyl)oxybenzoateHCID 11237521—
SolventTolueneHCID 1140—
ProductMethyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-phenylbenzoateHCID 1011390096%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of methyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-(trifluoromethanesulfonyl)oxybenzoate (102 mg, 0.2007 mmol) in toluene (2.3 ml) were added tetrakistriphenylphosphine palladium (4.6 mg, 0.0039 mmol), aqueous solution of sodium carbonate (2M aqueous solution, 0.35 ml), lithium chloride (17 mg, 0.4010 mmol) and ethanolic solution (1.0 ml) of benzene boronic acid (27 mg, 0.2214 mmol) and the mixture was heated with stirring at 95° C. for 16 hours. The reaction solution was diluted with ethyl acetate (100 ml), washed with water and dried and the solvent was evaporated therefrom. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1) to give the title compound (84 mg, 0.1926 mmol, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122543B2
Source datasetuspto-grants-2006_10
ORD IDord-2444e6585ff74970958c7666de467121
Source noteuspto-grants-2006_10